Holiday houses in Trenton

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Top-rated holiday rentals in Trenton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A hot tub is positioned outside, with its water shimmering under a soft blue light. Large windows display the interior, showcasing a colorful seating area and decorative plants, creating a harmonious connection between indoor and outdoor relaxation spaces.

Home in Clarksville

4.9 out of 5 average rating, 215 reviews

Elegant Entertainment Home The SPOT + HOT TUB

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

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Top Guest favourite

A cabin with a rustic wooden exterior features a welcoming wrap-around porch supported by sturdy posts. Large windows invite natural light, and a balcony extends from the upper level. Surrounding greenery offers a peaceful setting, enhancing the cabin’s connection to nature.

Cabin in Lewisburg

4.96 out of 5 average rating, 202 reviews

White Bluff Cabin with Hot tub on lake Malone

White Bluff Cabin sits in a quiet,friendly neighborhood overlooking Lake Malone. It is privately owned and offers all the accommodations to make your stay a relaxing one. It is fully furnished. FREE WIFI and parking. There is also a RV hookup available to cabin guests only for an additional fee. Just a short hike down to the boat dock and you will see the white bluff to your left which the cabin sets on. Or simply rock away on the spacious wrap-around porch, sipping coffee or iced sweet tea!

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Guest favourite

A modern living area features a comfortable gray sofa paired with yellow accent pillows. A large window allows natural light, illuminating the space. A stylish kitchen showcases stainless steel appliances and dark cabinetry, with decorative items arranged on the countertop.

Condo in Clarksville

4.95 out of 5 average rating, 124 reviews

Make Lemonade in luxury w/ king bed & free parking

You will enjoy your future stylish experience at this centrally-located spacious 2 bedroom, 2.5 bath condo located in Sango, TN near I-24 and approximately 40 minutes from Nashville. Welcome to Make Lemonade where you let our hair down, relax, and leave our worries at the front door. You'll experience peace, joy, and sheer bliss at our brand new condo. you'll look forward to your stay and feeling right at home while making lemonade. You message me for military and extended stay discounts.

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Top Guest favourite

A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.

Cabin in Chapmansboro

4.96 out of 5 average rating, 442 reviews

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

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Guest favourite

The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.

Treehouse in Lewisburg

4.95 out of 5 average rating, 165 reviews

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

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Guest favourite

Tiny home in Clarksville

4.95 out of 5 average rating, 616 reviews

Tiny Town's Tiny Ship

Our tiny ship is a tiny house with a flair for the nautical. Our Tiny Ship is stranded between a few homes and tucked away from sight. She has everything you need as you visit our fair city,. We have a wet bathroom with a 6 gal hot water tank (10 min continuous hot water. And a map to help ye on your travels! ⚓️⚓️ We welcome one pet, but they must be crated when left alone, and a $15 pet fee. Also, it is located on a main road with neighbors, so complete silence is impossible.

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Top Guest favourite

The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.

Place to stay in Ashland City

4.97 out of 5 average rating, 431 reviews

Bridge House over Blue Springs Creek

Magical in all seasons! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

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Guest favourite

A sturdy barn-house exterior is visible, featuring a mix of stone and metal construction. A spacious concrete area surrounds the building, with two benches positioned outside. Lush green fields and trees can be seen in the background, under a clear sky with scattered clouds.

Farm stay in Clarksville

4.96 out of 5 average rating, 101 reviews

Tranquility Barn 3333 Buck Road

Escape to the peace and quiet of the countryside while enjoying all the comforts of home. Relax in a spacious, cozy retreat featuring a fully stocked kitchen, Smart TV, large soaking tub, complimentary coffee, tea, local honey, and laundry essentials. While you'll feel miles away from the stress of everyday life, you're just a short drive from local restaurants, shopping, Fort Campbell, downtown Clarksville, and other popular attractions like Guthrie, KY.

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Top Guest favourite

The exterior of the house is illuminated by soft lighting along the pathway, enhancing the welcoming entrance. An American flag is displayed, and the covered porch features a welcoming door. The well-maintained lawn is bordered by neatly arranged flowers.

Home in Oak Grove

4.86 out of 5 average rating, 182 reviews

Beautiful 3-bedroom house

Cozy and family-friendly 3-bedroom home in Oak Grove, KY. Enjoy high-speed Wi-Fi, air conditioning, a fully equipped kitchen, laundry area, outdoor grill, and everything needed for a comfortable stay. Located less than 10 minutes from Oak Grove Racing & Gaming and Fort Campbell Military Base, 20 minutes from downtown Clarksville, TN, and under 1 hour from Nashville. Perfect for families, business travelers, and long or short stays.

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Guest favourite

A cozy sleeping area features a spacious bed dressed in a light blue quilt and decorative pillows. Adjacent, a comfortable gray sofa invites relaxation. Soft lighting is provided by a lamp on a small bedside table, while pale green walls and a textured rug enhance the room's comfort.

Apartment in Trenton

5.0 out of 5 average rating, 9 reviews

Kentucky Hideaway

Take it easy at this unique and peaceful getaway. The apartment is tucked away off the main road in the lovely small town of Trenton, KY. The two story mini building sits back off the road which allows for privacy. You will especially love the large upper deck which allows you to not only look out at our beautiful town but also, enjoy the outdoors with a covered deck attached to the kitchen. Almost doubling your living space!

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Top Guest favourite

A spacious bedroom features large glass doors, offering views of the surrounding nature. Soft natural light fills the room, highlighting a comfortable queen bed with crisp linens. Nearby, a cozy seating area and a small workspace complement the inviting atmosphere.

Tiny home in Hopkinsville

5.0 out of 5 average rating, 166 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

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Top Guest favourite

A spacious living area is highlighted by a cozy seating arrangement with a large sofa and throw blanket. Natural light filters through the sheer curtains, illuminating the space. A mounted TV is positioned above a modern fireplace, and a dining table is visible in the background near the kitchen.

Home in Clarksville

4.97 out of 5 average rating, 168 reviews

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

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